$267 Cheap flights to Province of Siena

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Top places to visit in Province of Siena

Siena featuring night scenes, landscape views and a city
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Siena

Siena
Montalcino showing a sunset and heritage architecture
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Montalcino

Montalcino
Pienza showing a small town or village, a monument and heritage architecture
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Pienza

Pienza

Cheap flights to Province of Siena from $267 One Way, $171 Round Trip

$171 return flights and $267 one-way flights to Province of Siena were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Oct 19 - Tue, Nov 4
JFK
New York
FLR
Florence
$380 Roundtrip, found 6 days ago
$380
Roundtrip
found 6 days ago
Select Iberia flight, departing Sun, Oct 19 from New York to Florence, returning Tue, Nov 4, priced at $380 found 6 days ago
Tue, Oct 28 - Wed, Nov 12
BOS
Boston
FLR
Florence
$381 Roundtrip, found 6 hours ago
$381
Roundtrip
found 6 hours ago
Select Iberia flight, departing Tue, Oct 28 from Boston to Florence, returning Wed, Nov 12, priced at $381 found 6 hours ago
Sun, Oct 12 - Mon, Oct 20
EWR
New York
FLR
Florence
$399 Roundtrip, found 3 days ago
$399
Roundtrip
found 3 days ago
Select TAP Portugal flight, departing Sun, Oct 12 from New York to Florence, returning Mon, Oct 20, priced at $399 found 3 days ago
Wed, Aug 20 - Wed, Aug 27
JFK
New York
PSA
Pisa
$407 Roundtrip, found 23 hours ago
$407
Roundtrip
found 23 hours ago
Select Aer Lingus flight, departing Wed, Aug 20 from New York to Pisa, returning Wed, Aug 27, priced at $407 found 23 hours ago
Sun, Mar 1 - Mon, Mar 9
BOS
Boston
PSA
Pisa
$410 Roundtrip, just found
$410
Roundtrip
just found
Select British Airways flight, departing Sun, Mar 1 from Boston to Pisa, returning Mon, Mar 9, priced at $410 just found
Mon, Oct 6 - Tue, Oct 14
LAX
Los Angeles
FLR
Florence
$453 Roundtrip, found 3 days ago
$453
Roundtrip
found 3 days ago
Select ITA Airways flight, departing Mon, Oct 6 from Los Angeles to Florence, returning Tue, Oct 14, priced at $453 found 3 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
LTNPisaJune 22 to June 26$171
FCOFlorenceJune 22 to July 1$213
BCNFlorenceJune 22 to June 25$213
ORYPisaJune 21 to June 25$223
CDGFlorenceJune 21 to June 27$242
AMSFlorenceJune 22 to July 2$312
LHRPerugiaJune 20 to July 3$317
DUSFlorenceJune 22 to June 30$342
LHRFlorenceJune 20 to June 22$351
AMSPisaJune 20 to June 27$382
XZNFlorenceJune 22 to July 2$549
JFKPisaJune 22 to June 28$580
JFKFlorenceJune 21 to June 29$697
CDGPerugiaJune 21 to June 28$1,338
BCNPerugiaJune 22 to July 3$1,498
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Province of Siena Accommodation Deals

Il Chiostro del Carmine

Il Chiostro del Carmine

Via Della Diana 4, Siena, SI
Fully refundableReserve now, pay when you stay
Stay at this B&B in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Siena Cathedral ...
8.6/10 Excellent! (809 reviews)
"Was a great stay in Siena. The hotel was walkable to everything and the hotel Was charming."

Reviewed on Jun 2, 2025

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Il Chiostro del Carmine
La Perla

La Perla

1 out of 5
Via Delle Terme 25, Siena, SI
Fully refundableReserve now, pay when you stay
Stay at this hotel in Siena. Enjoy free WiFi, daily housekeeping, and pillowtop beds. Popular attractions Piazza del Campo and Siena Cathedral are located ...
7.6/10 Good! (273 reviews)
"This was an excellent location and place to stay for our two nights in Siena. The room is small but clean and has a great view. Staff were friendly. Would recommend!"

Reviewed on May 19, 2025

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La Perla
Sangallo Park Hotel

Sangallo Park Hotel

3 out of 5
Strada Di Vico Alto 2, Siena, SI
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Siena Cathedral ...
9/10 Wonderful! (560 reviews)
"Really lovely staff, good breakfast"

Reviewed on Oct 14, 2024

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Sangallo Park Hotel
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Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (983 reviews)
Crisp, clean linen
"Perfect location for day trips because it is a three minute walk to the train station, which is part of a mall with a big supermarket. The breakfast is wonderful, and the breakfast staff is friendly and kind. Our room was clean and modern with crisp linen. We would stay at Hotel Italia again."

Reviewed on Jun 14, 2025

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Hotel Italia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Province of Siena Apartment Hotels

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Montepulciano
Book a stay at this family-friendly vacation home in Montepulciano. Enjoy a water park, a garden, and laundry facilities. Popular attractions Torre del Pulcinella ...
9.4/10 Exceptional! (53 reviews)
Tuscany View
"Our stay was wonderful and full of fun and adventure. Montepulciano is a beautiful place. The villa was in great position to get around easily. The view from the patio was spectacular. Our host was responsive to our needs. I highly recommend this villa."

Reviewed on May 27, 2025

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INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano
Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...
10/10 Exceptional! (67 reviews)
Tuscany stay
"It is a wonderful property, a beautiful villa with all expectations met, Caterina and Calorina were great hosts and looked after every detail. Location was great right in the middle of wine country"

Reviewed on Jun 14, 2025

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VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

CASTELNUOVO BERARDENGA
Book a stay at this family-friendly villa in Castelnuovo Berardenga. Enjoy free WiFi, private pools, and a water park. Popular attractions San Felice Winery ...
A Tuscan slice of heaven
"Chiusarella has raised the bar so high it will be impossible for any other vacation to measure up. The privacy, incredible views, charm, location and level of service were beyond expectations. The villa offers so many corners to lounge, dine and take in the beauty of the Tuscan hills. The pool's ..."

Reviewed on Jul 22, 2024

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Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
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Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Castellina in Chianti
Stay at this vacation home in Castellina in Chianti. Enjoy a garden, laundry facilities, and patios. Popular attractions Casa Vinicola Luigi Cecchi and Castellina ...
9.8/10 Exceptional! (89 reviews)
First time to Tuscany
"What a view! This location was all that we were hoping for. Thank you!"

Reviewed on May 26, 2025

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Farmhouse in the heart of the real chiantishire
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Score Epic Province of Siena Accommodation Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
Stay at this 4-star business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,005 reviews)
Beautiful hotel at the entrance to Sienna
"Beautiful hotel right in the entrance to the city center (cannot get closer than this). Beautiful lobby, great reception staff, amazing restaurant and a varied and high quality breakfast buffet. The staff was phenomenal in helping us with our bags as well as parking and retrieving our car."

Reviewed on Jun 14, 2025

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Hotel Athena
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (983 reviews)
Crisp, clean linen
"Perfect location for day trips because it is a three minute walk to the train station, which is part of a mall with a big supermarket. The breakfast is wonderful, and the breakfast staff is friendly and kind. Our room was clean and modern with crisp linen. We would stay at Hotel Italia again."

Reviewed on Jun 14, 2025

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Hotel Italia
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge), and daily housekeeping. Popular attractions Church of St. Agnes and Colonna ...
9.2/10 Wonderful! (11 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on Jun 14, 2025

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Nuovo Etruria Resort
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Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (92 reviews)
"Incredible stay at this property. The location is amazing close to Multepulteno as well. We did a drive to sienna. we loved the pools. The staff were incredible. The room was clean and spacious. The AC was cold. The food was delicious. The breakfast was amazing the scenery and property itself were ..."

Reviewed on Jun 11, 2025

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Precise Tale Poggio Alla Sala
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Province of Siena

Piazza Paradiso Accomodation

Piazza Paradiso Accomodation

Via di Stalloreggi, 38, Siena, SI
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly affittacamere in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Siena Cathedral and ...
9.2/10 Wonderful! (149 reviews)
"This hotel is about a 5-10 minute walk to Il Campo but is also in a quiet area with less touristy restaurants. Our room was quiet and very clean. Check in was with a room code. Very easy. It is about a 30-35 minute walk from train station to hotel which can be a bit tiring with some mild ..."

Reviewed on May 23, 2025

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Piazza Paradiso Accomodation
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Great for families

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano
Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...
10/10 Exceptional! (67 reviews)

Families like: Private pool, kitchen, playground, game room

Tuscany stay
"It is a wonderful property, a beautiful villa with all expectations met, Caterina and Calorina were great hosts and looked after every detail. Location was great right in the middle of wine country"

Reviewed on Jun 14, 2025

Get rates
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

2 out of 5
Via Pié al Sasso 16, Montepulciano, SI
Stay at this hotel in Montepulciano. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Civic Museum and Palazzo Ricci are located ...
9.2/10 Wonderful! (175 reviews)
"The best part about Montepulciano was Roberto, the owner and his wife of the hotel. He welcomed us with open arms and made us feel at home. His energy is contagious. He gave us great recommendations for dinner and things to do. We had a lovely stay and were sad to leave. Absolutely recommend this ..."

Reviewed on Jun 7, 2025

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Hotel La Terrazza di Montepulciano
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La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House

Via di Città 65, Siena, SI
Stay at this residence in Siena. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Piazza del Campo and Siena Cathedral are located ...
9.6/10 Exceptional! (226 reviews)
"Very welcoming helpful managers. Well situated. Ask for a room with balcony. , overlooking the Campo. If driving, will take some time to find parking above the center, then finding a taxi. To take you to la terraza"

Reviewed on May 31, 2025

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La Terrazza Sul Campo Rooming House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Province of Siena

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Using Orbitz to secure your Province of Siena flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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City Destinations in Province of Siena

Airlines Operating

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.